US5595727A - Aqueous cosmetic composition for setting the hair based on the combination of hydrodispersible polycondensate and a hydrosoluble copolymer - Google Patents
Aqueous cosmetic composition for setting the hair based on the combination of hydrodispersible polycondensate and a hydrosoluble copolymer Download PDFInfo
- Publication number
- US5595727A US5595727A US08/447,171 US44717195A US5595727A US 5595727 A US5595727 A US 5595727A US 44717195 A US44717195 A US 44717195A US 5595727 A US5595727 A US 5595727A
- Authority
- US
- United States
- Prior art keywords
- cosmetic composition
- hydrodispersible
- percent
- polycondensate
- composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/046—Aerosols; Foams
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/85—Polyesters
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S424/00—Drug, bio-affecting and body treating compositions
- Y10S424/01—Aerosol hair preparation
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S424/00—Drug, bio-affecting and body treating compositions
- Y10S424/02—Resin hair settings
Definitions
- the present invention has for an object a cosmetic composition for setting hair containing in an aqueous or weakly hydroalcoholic medium, a combination of a hydrodispersible polycondensate having sulfonate functions and a hydrosoluble copolymer constituted by at least units having a neutralized carboxylic acid function and by units having a cyclic ester function.
- compositions having strong alcohol content comprise a mixture of at least one hydrodispersible resin consisting of a polycondensate having sulfonate functions and a hydrosoluble resin consisting between others in a vinyl acetate/crotonic acid or vinyl acetate/crotonic acid/vinyl neodecanoate copolymer.
- the present invention has then for an object an aqueous cosmetic composition for setting the hair containing in an aqueous or slightly hydroalcoholic medium:
- R, R' and R" each independently, represent hydrogen or methyl
- n and t are 1 or 2
- R 1 represents linear or branched, saturated or unsaturated alkyl having 2 to 21 carbon atoms
- Z represents a divalent radical selected from the group consisting of --CH 2 --, --CH 2 --O--CH 2 and --CH 2 O--(CH 2 ) 2 -- and
- Cyc represents a member selected from the group consisting ##STR2## wherein
- R 2 represents hydrogen or methyl
- R 3 represents hydrogen, methyl, ethyl, tert-butyl, ethoxy, butoxy or dodecyloxy and
- R 4 represents hydrogen, alkyl having 1-4 carbon atoms or alkoxy having 1-4 carbon atoms, and ##STR4##
- v 10 to 90 percent and preferably 36 to 84 weight percent
- w represents 3 to 20 percent and preferably 6 to 12 weight percent
- x represents 4 to 60 percent and preferably 6 to 40 weight percent
- y represents 0 to 40 percent and preferably 4 to 30 weight percent
- the said carboxylic acid functions of said copolymer being neutralized by a basic agent in an amount greater than 80 percent.
- the amount of the hydrodispersible polycondensate having sulfonate functions is between 2 and 30 weight percent relative to the total weight of the composition and that the hydrosoluble copolymer, such as previously defined, is preferably between 1 and 10 weight percent relative to the total weight of the composition.
- the weight amount between the hydrosoluble copolymer and the hydrodispersible polycondensate is between 0.15 and 0.6.
- this amount ranges from 0.2 to 0.4.
- the hydrodispersible polycondensates having sulfonate functions employed in accordance with the present invention, generally have a vitreous transition temperature between 10° C. and 100° C. and preferably between 25° C. and 60° C.
- Hydrodispersible polycondensates having sulfonic functions principally include, according to the present invention, copolyesters or copolesteramides.
- the copolyesters are obtained by polycondensation of at least a dicarboxylic acid or one of its esters, at least a diol and at least a difunctional sulfoaryldicarboxylic compound substituted on the aromatic ring by a group --SO 3 M wherein M represents hydrogen or a metallic ion such as Na + , Li + or K + .
- the copolyesteramides are obtained in the same manner as the copolyesters, but the polycondensation also makes equally intervening a diamine and/or an amino alcohol.
- hydrodispersible polycondensates such as previously defined, are known and have been described principally in U.S. Pat. No. 3,779,993; U.S. Pat. No. 4,300,580 and EPO 0.540.374.
- They generally have an average molecular weight between about 1,000 and 60,000 and preferably about 14,000.
- hydrodispersible copolyesters and copolyesteramides having sulfonate functions exhibit the common characteristic of including at least units derived from isophthalic acid, dicarboxylic acid salt and diethylene glycol.
- the hydrodispersible polycondensates having sulfonate functions are copolyesters having units derived from isophthalic acid, the sodium salt of sulfoisophthalic acid, diethylene glycol and 1-4 cyclohexanedimethanol. These units, respectively, are preferred and are present in amounts of 89/11/78/22 or 82/18/54/46.
- copolyesters are commercialized under the names of AQ38® and AQ55® by Eastman Kodak.
- the hydrodispersible copolyesters employed can additionally contain patterns derived from ethylene glycol, tri-and tetraethylene glycol and terephthalate.
- the hydrosoluble copolymer responding to formula (I) preferably has an average molecular weight between 5,000 and 10 6 .
- copolymers are not employed as such in compositions, according to the present invention, but must be previously neutralized to an amount greater than about 80 percent.
- the hydrosoluble copolymers employed in accordance with the present invention are 100 percent neutralized.
- the neutralization of the carboxylic acid functions is carried out using a basic agent selected for example from a mineral base such as soda or potash or an organic base selected from the group consisting of 2-amino-2-methyl-1-propanol (AMP), triethanolamine, triisopropanolamine (TIPA), monoethanolamine, diethanolamine, tri[(2-hydroxy) 1-propyl]amine, 2-amino-2-methyl-1,3-propanediol (AMPD) and 2-amino-2-hydroxymethyl-1,3-propanediol.
- a basic agent selected for example from a mineral base such as soda or potash or an organic base selected from the group consisting of 2-amino-2-methyl-1-propanol (AMP), triethanolamine, triisopropanolamine (TIPA), monoethanolamine, diethanolamine, tri[(2-hydroxy) 1-propyl]amine, 2-amino-2-methyl-1,3-propanediol (AMPD) and 2-amino-2-hydroxymethyl
- the amount of water is generally between 15 and 96.5% weight percent relative to the total weight of the composition.
- the alcohol amount is generally less than 30 weight percent relative to the total weight of the composition and preferably between 1 and 15 percent.
- useable alcohols preferably employed are alcohols having 2 to 5 carbon atoms and are, particularly, ethanol, isopropanol, or butanol.
- the cosmetic compositions for setting the hair according to the present invention are principally present in the form of an aerosol lacquer, a setting lotion by manual pulverization, a setting lotion or even a covering foam.
- the cosmetic compositions for setting the hair can also contain a plasticizing agent in an amount between 0.01 and 16 percent by weight relative to the total weight of the composition.
- plasticizing agents being able to be employed in accordance with the present invention the following are mentioned:
- CARBITOLS of Union Carbide namely CARBITOL® or diethylene glycol ethylether; METHYL CARBITOL® or diethylene glycol methylether; BUTYL CARBITOL® or diethylene glycol butylether; or also HEXYL CARBITOL® or diethylene glycol hexylether;
- CELLOSOLVES of Union Carbide namely CELLOSOLVE® or ethylene glycol ethylether; BUTYL CELLOSOLVE® or ethylene glycol butylether; and HEXYL CELLOSOLVE® or ethylene glycol hexylether;
- propylene glycol derivatives and in particular propylene glycol phenylether; propylene glycol diacetate; dipropylene glycol butylether; tripropylene glycol butylether;
- DOWANOLS® of Dow Chemical namely DOWANOL PM® or propylene glycol methylether; DOWANOL DPM® or dipropylene glycol methylether; and DOWANOL TPM® or tripropylene glycol methylether.
- ricin oil oxyethylenated with 40 moles of ethylene oxide such as that sold by Rhone Poulenc under the name MULGOFEN EL-719®,
- triethyl citrate sold by Pfizer under the name CITROFLEX-2®.
- glycerol esters such as glycerol diacetate (diacetin) and glycerol triacetate (triacetine).
- compositions according to the present invention such as solar filters; polymers having, preferably a molecular weight lower than or equal to 500,000 such as a reticulated homopolymer of methacryloyloxyethyltrimethyl ammonium chloride; and the reticulated copolymers of acrylamide and a monomer chosen among (i) neutralized 2-acid-2-acrylamide methyl sulfonic propane, (ii) ammonium acrylate and (iii) methacyloyloxyethyltrimethyl ammonium chloride; proteins; silicones; anti-foam agents; hydrating agents; humectants; perfumes; preservatives; colorants; antioxidants, etc.
- solar filters polymers having, preferably a molecular weight lower than or equal to 500,000 such as a reticulated homopolymer of methacryloyloxyethyltrimethyl ammonium chloride
- a setting spray is prepared in a service pump bottle:
- the container once filled, is then equipped with a spray pump.
- the lacquer is easily removed during shampooing and the hair possesses good shine.
- a setting spray is prepared by producing the following mixture:
- the resulting lotion is then conditioned in a rechargeable spray diffuser in compressed air.
- An aerosol lacquer for the hair is prepared by conditioning in an appropriate aerosol container:
- the valve of the hair setter is attached and the container is hermetically closed.
- the lacquer applied onto the hair rapidly drys, possesses a good cosmetic touch and is easily removed during shampooing.
- a hair setting spray having the following composition is prepared in a pump bottle:
- the lacquer After spraying, the lacquer exhibited good holding and is easily removed during shampooing.
- a control spray (Spray D) is also prepared and only contains water.
- Sprays B and C differ from the present invention's Spray A by the nature of the employed hydrosoluble copolymer.
- the spray pump delivering a dose of 190 ⁇ l per spray.
- the sample is soaked in a shampooing solution, rinsed, then is wound at a humid state on a 20 mm diameter hair curler.
- the sample is then dried under a hood, allowed to cool, unrolled and then vertically suspended.
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9406119A FR2719995A1 (fr) | 1994-05-19 | 1994-05-19 | Composition cosmétique aqueuse pour la fixation de la chevelure à base de l'association d'un polycondensat hydrodispersible et d'un copolymère hydrosoluble. |
FR94-06119 | 1994-05-19 |
Publications (1)
Publication Number | Publication Date |
---|---|
US5595727A true US5595727A (en) | 1997-01-21 |
Family
ID=9463348
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US08/447,171 Expired - Fee Related US5595727A (en) | 1994-05-19 | 1995-05-19 | Aqueous cosmetic composition for setting the hair based on the combination of hydrodispersible polycondensate and a hydrosoluble copolymer |
Country Status (2)
Country | Link |
---|---|
US (1) | US5595727A (el) |
FR (1) | FR2719995A1 (el) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6656458B1 (en) | 1998-03-31 | 2003-12-02 | L'ORéAL S.A. | Poly-aminoacid derivatives and their use in compositions for treating keratinous fibres |
US20060024259A1 (en) * | 2004-07-29 | 2006-02-02 | Sabine Vrignaud | Cosmetic composition comprising, in a non-fatty medium, at least one linear sulfonic polyester and at least one nonionic thickening polymer, processes using this composition and uses thereof |
US20060024261A1 (en) * | 2004-07-29 | 2006-02-02 | Bebot Cecile | Cosmetic compositions comprising a linear sulfonic polyester and a polyurethane, processes using these compositions and uses thereof |
US20060024260A1 (en) * | 2004-07-29 | 2006-02-02 | Cecile Bebot | Cosmetic composition comprising a water-dispersible linear sulphonic polyester and a modified guar gum, methods employing this composition and uses |
US20060188461A1 (en) * | 2004-07-29 | 2006-08-24 | Cecile Bebot | Linear sulfonic polyester as a water-resistant hair fixing agent |
US20100160454A1 (en) * | 2008-12-22 | 2010-06-24 | Eastman Chemical Company | Antimicrobial agents, compositions and products containing the same, and methods of using the compositions and products |
US20110028590A1 (en) * | 2009-05-15 | 2011-02-03 | Eastman Chemical Company | Antimicrobial effect of cycloaliphatic diol antimicrobial agents in coating compositions |
US20140079645A1 (en) * | 2010-12-14 | 2014-03-20 | L'oreal | Aerosol device having two compartments including an alcoholic or hydroalcoholic hairstyling composition, and hairstyling method |
US9867766B2 (en) | 2015-12-17 | 2018-01-16 | Sidiram S. Ragoonath | Method of using a hair growth product |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6136884A (en) | 1997-02-04 | 2000-10-24 | Eastman Chemical Company | Hair care compositions |
US6749836B1 (en) | 1998-01-30 | 2004-06-15 | Eastman Chemical Company | Hair care compositions |
US6638992B1 (en) | 1998-01-30 | 2003-10-28 | Eastman Chemical Company | Hair care compositions |
FR2922449B1 (fr) * | 2007-10-23 | 2010-01-01 | Oreal | Composition cosmetique comprenant au moins un polymere fixant anionique et la cyclohexylamine |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2439798A1 (fr) * | 1978-10-27 | 1980-05-23 | Oreal | Nouveaux copolymeres utilisables en cosmetique, notamment dans des laques et lotions de mises en plis |
US5158762A (en) * | 1992-03-09 | 1992-10-27 | Isp Investments Inc. | Water-based hair spray compositions containing multiple polymers |
WO1993011736A1 (fr) * | 1991-12-13 | 1993-06-24 | L'oreal | Systeme aerosol pour laque capillaire |
US5266303A (en) * | 1992-11-30 | 1993-11-30 | Eastman Kodak Company | Aerosol hair spray formulations |
-
1994
- 1994-05-19 FR FR9406119A patent/FR2719995A1/fr active Granted
-
1995
- 1995-05-19 US US08/447,171 patent/US5595727A/en not_active Expired - Fee Related
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2439798A1 (fr) * | 1978-10-27 | 1980-05-23 | Oreal | Nouveaux copolymeres utilisables en cosmetique, notamment dans des laques et lotions de mises en plis |
US4282203A (en) * | 1978-10-27 | 1981-08-04 | L'oreal | Hair lacquer and hair lotion compositions containing a copolymer having units of a vinyl allyl or methally ester of an α- or β-cyclic carboxylic acid |
WO1993011736A1 (fr) * | 1991-12-13 | 1993-06-24 | L'oreal | Systeme aerosol pour laque capillaire |
US5158762A (en) * | 1992-03-09 | 1992-10-27 | Isp Investments Inc. | Water-based hair spray compositions containing multiple polymers |
US5266303A (en) * | 1992-11-30 | 1993-11-30 | Eastman Kodak Company | Aerosol hair spray formulations |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7316815B2 (en) | 1998-03-31 | 2008-01-08 | L'oreal S.A. | Polyamino acid derivatives and use thereof in compositions for treating keratin fibers |
US7759378B2 (en) | 1998-03-31 | 2010-07-20 | L'oreal S.A. | Polyamino acid derivatives and use thereof in compositions for treating keratin fibers |
US20100092405A1 (en) * | 1998-03-31 | 2010-04-15 | L'oreal S.A. | Polyamino acid derivatives and use thereof in compositions for treating keratin fibers |
US6656458B1 (en) | 1998-03-31 | 2003-12-02 | L'ORéAL S.A. | Poly-aminoacid derivatives and their use in compositions for treating keratinous fibres |
US20060024260A1 (en) * | 2004-07-29 | 2006-02-02 | Cecile Bebot | Cosmetic composition comprising a water-dispersible linear sulphonic polyester and a modified guar gum, methods employing this composition and uses |
US20060188461A1 (en) * | 2004-07-29 | 2006-08-24 | Cecile Bebot | Linear sulfonic polyester as a water-resistant hair fixing agent |
US20060024261A1 (en) * | 2004-07-29 | 2006-02-02 | Bebot Cecile | Cosmetic compositions comprising a linear sulfonic polyester and a polyurethane, processes using these compositions and uses thereof |
US20060024259A1 (en) * | 2004-07-29 | 2006-02-02 | Sabine Vrignaud | Cosmetic composition comprising, in a non-fatty medium, at least one linear sulfonic polyester and at least one nonionic thickening polymer, processes using this composition and uses thereof |
US20100160454A1 (en) * | 2008-12-22 | 2010-06-24 | Eastman Chemical Company | Antimicrobial agents, compositions and products containing the same, and methods of using the compositions and products |
US20110028590A1 (en) * | 2009-05-15 | 2011-02-03 | Eastman Chemical Company | Antimicrobial effect of cycloaliphatic diol antimicrobial agents in coating compositions |
US8106111B2 (en) | 2009-05-15 | 2012-01-31 | Eastman Chemical Company | Antimicrobial effect of cycloaliphatic diol antimicrobial agents in coating compositions |
US20140079645A1 (en) * | 2010-12-14 | 2014-03-20 | L'oreal | Aerosol device having two compartments including an alcoholic or hydroalcoholic hairstyling composition, and hairstyling method |
US10758025B2 (en) * | 2010-12-14 | 2020-09-01 | L'oreal | Aerosol device having two compartments including an alcoholic or hydroalcoholic hairstyling composition, and hairstyling method |
US9867766B2 (en) | 2015-12-17 | 2018-01-16 | Sidiram S. Ragoonath | Method of using a hair growth product |
US10201486B2 (en) | 2015-12-17 | 2019-02-12 | Sidiram S. Ragoonath | Method of making a hair growth product |
Also Published As
Publication number | Publication date |
---|---|
FR2719995B1 (el) | 1997-02-07 |
FR2719995A1 (fr) | 1995-11-24 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: L'OREAL, FRANCE Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:STURLA, JEAN-MICHEL;REEL/FRAME:007940/0479 Effective date: 19950529 |
|
REMI | Maintenance fee reminder mailed | ||
LAPS | Lapse for failure to pay maintenance fees | ||
FP | Lapsed due to failure to pay maintenance fee |
Effective date: 20010121 |
|
STCH | Information on status: patent discontinuation |
Free format text: PATENT EXPIRED DUE TO NONPAYMENT OF MAINTENANCE FEES UNDER 37 CFR 1.362 |